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NOCODAZOLE

Product Name
NOCODAZOLE
CAS No.
31430-18-9
Chemical Name
NOCODAZOLE
Synonyms
R 17934;CS-2010;nsc238159;NOCODAZOLE;NSC 238159;Oncodazole;Norcodazole;Nocodazole,98%;Nocodazole,99+%;Nocodazole (R17934)
CBNumber
CB3239975
Molecular Formula
C14H11N3O3S
Formula Weight
301.32
MOL File
31430-18-9.mol
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NOCODAZOLE Property

Melting point:
300 °C (dec.)
Density 
1.490
refractive index 
1.6740 (estimate)
storage temp. 
-20°C
solubility 
DMSO: 10 mg/mL, soluble
pka
10.67±0.10(Predicted)
form 
powder
color 
white
biological source
synthetic
BRN 
1085978
Stability:
Stable for 2 years as supplied. Solutions in DMSO may be stored at -20° for up to 2 months.
InChI
InChI=1S/C14H11N3O3S/c1-20-14(19)17-13-15-9-5-4-8(7-10(9)16-13)12(18)11-3-2-6-21-11/h2-7H,1H3,(H2,15,16,17,19)
InChIKey
KYRVNWMVYQXFEU-UHFFFAOYSA-N
SMILES
C(OC)(=O)NC1NC2=CC(C(C3SC=CC=3)=O)=CC=C2N=1
CAS DataBase Reference
31430-18-9(CAS DataBase Reference)
EPA Substance Registry System
Nocodazole (31430-18-9)
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Safety

Hazard Codes 
T,C,F,Xn
Risk Statements 
61-40-36/37/38-34-11-68-63
Safety Statements 
53-45-36/37/39-26-16-36/37
RIDADR 
2811
WGK Germany 
3
RTECS 
DD6521000
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29349990
Toxicity
sln-smc 1 ppm/16H MUREAV 141,15,84
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H341Suspected of causing genetic defects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
487928
Product name
Nocodazole
Packaging
10mg
Price
$96.7
Updated
2024/03/01
TCI Chemical
Product number
N1138
Product name
Nocodazole
Packaging
25MG
Price
$197
Updated
2024/03/01
TCI Chemical
Product number
N1138
Product name
Nocodazole
Packaging
100MG
Price
$566
Updated
2024/03/01
Cayman Chemical
Product number
13857
Product name
Nocodazole
Purity
≥98%
Packaging
5mg
Price
$36
Updated
2024/03/01
Cayman Chemical
Product number
13857
Product name
Nocodazole
Purity
≥98%
Packaging
10mg
Price
$50
Updated
2024/03/01
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NOCODAZOLE Chemical Properties,Usage,Production

Description

Nocodazole reversibly binds tubulin and alters tubulin-associated GTP hydrolysis as well as microtubule dynamics. While nocodazole is used to study many aspects on microtubule function, it is most commonly used to synchronize cell cycling in culture. Typically, nanomolar concentrations of nocodazole reduce both microtubule elongation and shortening velocities, resulting in arrest of cycling in a G2/M phase. Nocodazole is also used to induce the formation of Golgi ministacks in eukaryotic cells.

Chemical Properties

Amber Powder

Uses

Antineoplastic;Microtubule poison

Uses

A potent Tubulin production inhibitor and anti-neoplastic agent

Uses

Nocodazole has been shown to enhance CRISPR genome editing efficiency. To see other small molecule CRISPR enhancers, visit sigma.com/CRISPR-enhancers.

Uses

A synthetic chemotherapeutic agent with antineoplastic, antifungal and anthelmintic activities. Microtubule inhibitor; inhibits mitosis

Definition

ChEBI: A member of the class of benzimidazoles that is benzimidalole which is substituted at position 2 by a (methoxycarbonyl)amino group and at position 5 by a 2-thienoyl group. It is an antineoplastic agent that exerts its effect by depolymerising microtubules.

General Description

White powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

NOCODAZOLE may be sensitive to heat. .

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition NOCODAZOLE emits toxic fumes of sulfur oxides and nitrogen oxides.

Fire Hazard

Flash point data for NOCODAZOLE are not available; however, NOCODAZOLE is probably combustible.

Biological Activity

Microtubule inhibitor; inhibits mitosis.

Biochem/physiol Actions

Nocodazole is an anticancer drug that has been shown to interfere with the structure and function of microtubules in interphase and mitotic cells. Malignant cells may be more susceptible to the antimicrotubular effect of nocodazole than nonmalignant cells. Mammalian cells cultured in vitro can be treated with 0.04-10 μg/mL doses for cell synchronization experiments. Prolonged arrest of cells in mitosis due to nocodazole treatment typically results in cell death by apoptosis. Higher concentrations could not be used because of insolubility. High specificity of action may explain low toxicity to bone marrow cells and lack of neurotoxicity. Nocodazole is thought to bind directly to tubulin causing conformational changes resulting in increased exposure of some sulfhydryl and possibly tyrosine residues. Nocodazole′s apparent synergism with cytosine arabinofuranoside has been demonstrated on L1210 leukemic cells.

Safety Profile

Poison by intraperitoneal route.An experimental teratogen. Other experimentalreproductive effects. Human mutation data reported.When heated to decomposition it emits toxic fumes ofSOx and NOx. See also CARBAMATES

in vitro

nocodazolewas a high-affinity ligand for the cancer-related kinases including abl phosphorylated, c-kit, braf, and mek with the kd values of 0.091 μm, 1.6 μm, 1.8 μm and 1.6 μm, respectively. in addition, the kd for abl(e255k) phosphorylated, abl(t315i) phosphorylated, braf(v600e) and pi3kγ was 0.12 μm, 0.17 μm, 1.1 μm and 1.5 μm, respectively. in chronic lymphocytic leukemia cells, nocodazole induced apoptosis. in some human colon carcinoma cells, nocodazole decrease d apoptosis. also, nocodazole inhibited insulin-stimulated glucose transport. nocodazole impaired the morphology and directionality of migrating medial gan-glionic eminence cells [1]. at high concentrations, nocodazole rapidly depolymerized microtubules in cells, while low concentrations of nocodazole inhibited microtubule dynamic instability [2].in sh-sy5y cells, nocodazole disrupted microtubules by binding to β-tubulin, prevented the formation of one of the two interchain disulfide linkages and impaired the transport of vesicles. nocodazole significantly attenuated meth-induced cell death and lysosomal dysfunction [3]. nocodazole (≥ 50 nm) resulted in a rapid reduction in fibroblast locomotion to a new rate that was maintained for > 2 hours. nocodazole(100 nm) decreased the rate of locomotion by more than 60%; and 300 nm nocodazole completely stopped cell locomotion[4].

in vivo

in athymic mice bearing colo 205 tumor xenografts,after 6 wk of treatment with ketoconazole (50 mg/kg/three times per week)plus nocodazole (5 mg/kg/three times per week), the antitumor effects of nd were significantly potentiated by kt. the tumor volume and tumor weight of the mice are significantly reduced as compared with those treated with ketoconazole or nocodazole alone. nocodazole treatment in combination with ketoconazole strongly enhanced apoptosis of colo 205 tumor xenografts treated with ketoconazole or nocodazole alone [5].

storage

+4°C

References

1) Jordan et al. (1992), Effects of vinblastine, podophyllotoxin and nocodazole on mitotic spindles. Implications for the role of microtubule dynamics in mitosis; J. Cell Science, 102 401 2) Storrie et al. (1998), Dynamics of the interphase mammalian Golgi complex as revealed through drugs producing reversible Golgi disassembly; Biochim. Biophys. Acta, 1404 127 3) Mejillano et al. (1996), Studies on the nocodazole-induced GTPase activity of tubulin; Arch. Biochem. Biophys., 336 130 4) Wang et al. (1998), Microtubule-interfering agents activate c-Jun N-terminal kinase/stress-activated protein kinase through both Ras and apoptosis signal-regulating kinase pathways; J. Biol. Chem., 273 4928

NOCODAZOLE Preparation Products And Raw materials

Raw materials

Sodium acetate Acetic anhydride Sodium sulfate Thiophene Palladium Aluminum chloride 2-Methyl-2-thiopseudourea sulfate Hydrochloric acid Sodium bicarbonate Hydrogen Nitric acid Dichloromethane Acetic acid Methanol Dimethyl sulfoxide Sodium hydroxide 4-Methoxybenzoyl chloride Diisopropyl ether Isopropyl alcohol Ammonia Methyl chloroacetate

Preparation Products

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View Lastest Price from NOCODAZOLE manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
Nocodazole 31430-18-9
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
Nocodazole 31430-18-9
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-08
Career Henan Chemical Co
Product
Nocodazole 31430-18-9
Price
US $1.00/g
Min. Order
1g
Purity
95-99%
Supply Ability
1ton
Release date
2020-01-09

31430-18-9, NOCODAZOLERelated Search:

MYOSEVERIN Hydroxyurea AMMONIUM CARBAMATE 2-Aminobenzimidazole NOCODAZOLE 5-Methylbenzimidazole 2-BENZOYLTHIOPHENE 2-Acetylthiophene Benzimidazole 2-Ethylthiophene Carbendazim 2-Aminoimidazole hemisulfate 1H-BENZIMIDAZOLE-5-CARBOXALDEHYDE 97+% Ethanone,1-(1H-benzimidazol-5-yl)- 5-METHYL-1H-BENZIMIDAZOL-2-AMINE N-methylcarbamate Ethanone, 1-(2-amino-1H-benzimidazol-5-yl)- (9CI) Carbamic acid, 1H-benzimidazol-2-yl- (9CI)

  • [5-(2-THIENYLCARBONYL)-1H-BENZIMIDAZOL-2-YL]CARBONIC ACID, METHYL ESTER
  • METHYL[5-(2-THIENYLCARBONYL)-1H-BENZIMADAZOL-2-YL]CARBAMATE
  • METHYL-(5-[2-THIENYLCARBONYL]-1H-BENZIMIDAZOL-2-YL)CARBAMATE
  • METHYL [5-(2-THIENYLCARBONYL)-1H-BENZ-IMIDAZOLE-2-YL]-CARBAMATE
  • METHYL-(5-[2-THIENYLCARBONYL]-1H-BENZIMODAZOL-2YL)-CARBAMATE
  • METHYL N-(5-THENOYL-2-BENZIMIDAZOLYL)CARBAMATE
  • Methyl N-(5-thenoyl-2-benzimidazolyl)carbamate, Oncodazole, R 17934, [5-(2-Thienylcarbonyl)-1H-benzimidazol-2-yl]-carbamic acid methyl ester, Methyl [5-(2-thienylcarbonyl)-1H-benzimidazol-2-yl]carbamate
  • N-[6-(2-Thienylcarbonyl)-1H-benzimidazol-2-yl]carbamic Acid Methyl Ester
  • NOCODAZOLE
  • R 17934
  • n-(5-(2-thienoyl)-2-benzimidazolyl)carbamicacidmethylester
  • NSC 238159
  • nsc238159
  • Oncodazole
  • METHYL-(5-(2-THIENYLCARBONYL)-1H-*BENZIM IDAZOL-2-YL
  • Methyl (5-(thiophene-2-carbonyl)-1H-benzo[d]iMidazol-2-yl)carbaMate
  • methyl 6-(thiophene-2-carbonyl)-1H-benzo[d]imidazol-2-ylcarbamate
  • 5-(2-Thenoyl)-1H-benzimidazole-2-carbamic acid methyl ester
  • Nocodazole,98%
  • Nocodazole,99+%
  • Methyl [5-(2-thienylcarbonyl)-1h-benz-imidazole-2-yl]-carbamat
  • Nocodazole,Methyl N-(5-thenoyl-2-benzimidazolyl)carbamate, Methyl [5-(2-thienylcarbonyl)-1H-benzimidazol-2-yl]carbamate, Oncodazole, R 17934, [5-(2-Thienylcarbonyl)-1H-benzimidazol-2-yl]-carbamic acid
  • Nocodazole, 98% 50MG
  • InSolution Nocodazole - CAS 31430-18-9 - Calbiochem
  • Nocodazole - CAS 31430-18-9 - Calbiochem
  • CS-2010
  • (5-(2-thienylcarbonyl)-1h-benzimidazol-2-yl)-carbamicacimethylester
  • [[5-(2-Thienylcarbonyl)-1H-benzimidazol-2-yl]]carbamic acid methyl ester
  • [6-(Thiophene-2-carbonyl)-1H-benzoimidazol-2-yl]-carbamic acid methyl ester
  • 2-Benzimidazolecarbamic acid, 5-(2-thenoyl)-, methyl ester
  • 2-Benzimidazolecarbamic acid, 5-(2-thienoyl)-, methyl ester
  • 2-Benzimidazolecarbamic acid, 5-(2-thienylcarbonyl)-, methyl ester
  • 5-(2-thenoyl)-2-benzimidazolecarbamicacimethylester
  • 5-(2-thienoyl)-2-benzimidazolecarbamicacimethylester
  • 5-(2-thienylcarbonyl)-2-benzimidazolecarbamicacimethylester
  • Carbamic acid, (5-(2-thienylcarbonyl)-1H-benzimidazole-2-yl)-, methyl ester
  • Carbamic acid, [5-(2-thienylcarbonyl)-1H-benzimidazol-2-yl]-, methyl ester
  • Carbamic acid, N-[5-(2-thenoyl)-1H-benzimidazol-2-yl]-, methyl ester
  • Methyl 5-(2-thenoyl)-2-benzimidazolecarbamate
  • Methyl 5-(2-thienoyl)-2-benzimidazolecarbamate
  • methyl5-(2-thenoyl)-2-benzimidazolecarbamate
  • N-(5-(2-Thenoyl)-2-benzimidazolyl)carbamic acid methyl ester
  • N-(5-(2-Thienoyl)-2-benzimidazolyl)carbamic acid methyl ester
  • InSolution? Nocodazole
  • methyl N-[6-(thiophene-2-carbonyl)-1H-benzimidazol-2-yl]carbamate
  • Nocodazole (Oncodazole)
  • Nocodazole Nocodazole
  • Carbamic acid, N-[6-(2-thienylcarbonyl)-1H-benzimidazol-2-yl]-, methyl ester
  • NOCODAZOLE USP/EP/BP
  • Nocodazole solution (5 mg/ml in DMSO)
  • Norcodazole
  • Nocodazole (R17934)
  • Nocodazole, Microtubule inhibitor
  • Nocodazole, 10 mM in DMSO
  • 31430-18-9
  • 313430-18-9
  • C14H11N3O3S
  • Cytoskeleton and Extracellular Matrix